title: Silver-mediated methoxycarbonyltetrafluoroethylation of arenes.
abstract: In the presence of silver(I) fluoride, highly fluorinated olefins react readily under solvent-free conditions with arenes via CH-substitution. This transformation could be used to synthesize various methoxycarbonyltetrafluoroethylated aromatic triazenes and anisoles under high functional group tolerance. The method could be applied to the synthesis of a formal fluorinated bioisostere of the NSAID flurbiprofen. To the best of our knowledge, this is the first example which uses highly fluorinated olefins for the perfluoroalkylation of aromatic substrates.
authors.affiliation: Institute of Organic Chemistry, Karlsruhe Institute of Technology, Fritz-Haber Weg 6, 76131 Karlsruhe, Germany.
authors.forename: Andreas
authors.initials: A
authors.lastname: Hafner
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Feuerstein
authors.forename: Stefan
authors.initials: S
authors.lastname: Bräse
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D054879:Halogenation; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D015394:Molecular Structure; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D006845:Hydrocarbons, Fluorinated; D012834:Silver